Hudson Valley Ski Vacations

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Top Ski vacation packages in Hudson Valley

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Mahwah
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3 Night Ski vacations in Hudson Valley

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DoubleTree by Hilton Mahwah
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4 Night Ski vacations in Hudson Valley

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Homewood Suites by Hilton Mahwah
Crowne Plaza Suffern - Mahwah by IHG
Courtyard by Marriott Mahwah
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Planning your Hudson Valley ski vacation

What are some things I should consider when booking a Hudson Valley ski trip package?

Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in.

How can I find cheap Hudson Valley ski packages?

Right now, ski trips start at just $386. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Hudson Valley?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Hudson Valley. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow.

How much does a ski trip to Hudson Valley cost?

Sensational ski trips to Hudson Valley start from $386. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply.

When’s the best time of year to plan a ski trip to Hudson Valley?

The best time to hit the slopes in Hudson Valley depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days.

Can I book Hudson Valley ski packages with airfare?

Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly.

Can I book a Hudson Valley ski trip with free cancellation and/or flexible dates?

Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options.

Why should I book a ski package in Hudson Valley with Expedia?

Simple search and fantastic filters make it easy to find, build, and book your dream Hudson Valley ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.

Top Ski Hudson Valley Hotels

Hotel Vienna

Hotel Vienna

3 out of 5
107 State Route 296 Windham NY
  • 3 hours drive from LEGOLAND® New York
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.4/10 Exceptional! (799 reviews)
Very nice.

Reviewed on Apr 13, 2026

Hotel Vienna
Starlite Motel

Starlite Motel

2.5 out of 5
8722 Route 28 Big Indian NY
  • 2 hours drive from LEGOLAND® New York
Stay at this aparthotel in Big Indian. Enjoy free WiFi, free parking, and a garden. Popular attractions Belleayre Beach and Pine Hill Community Center are located ...
9.2/10 Wonderful! (302 reviews)
Just what me and my two boys needed for our short ski weekend. Very efficient little apartment with well equipped kitchen. So close to Belleayre and very nice welcome from the host.

Reviewed on Apr 25, 2026

Starlite Motel
Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

3 out of 5
5220 NY-23 Windham NY
  • 3 hours drive from LEGOLAND® New York
Book a stay at this ski hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Country Club and Windham Mountain Resort ...
8.8/10 Excellent! (353 reviews)
Small kitchenette fully equipped. Lots of parking and near gas station/market for essentials. Great stay!

Reviewed on Apr 21, 2026

Winwood Condominiums by Windham Mountain Club
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.